
Holiday rentals in North Chicago
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Top-rated holiday rentals in North Chicago
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy gated home | Minutes away from Navy bases.
This home is the most convenient and closest home for families visiting for the Navy’s bootcamp graduations. Relax with the whole family at this peaceful gated bungalow. Located within walking distance (1 Mile) to Recruit training command (RTC) and Naval Station Training Command (NSTC) 1.7 miles. This home is perfect for visiting to see your graduating Sailors or if you are visiting Six Flags Great America, Gurnee Mills outlet mall. There are plenty of brewers, restaurants, beaches and parks.

5 Star Home 3 miles from Great Lakes Naval Base
Welcome to your PIR home-away-from-home! This stunning 4 BR/2 BA retreat is less than 3 miles from Great Lakes Naval Base—the perfect stay for Navy graduation and PIR families. Located in a peaceful subdivision, this home is designed for comfort, relaxation, celebration, and quality time with your new sailor. You'll have everything you need for a cozy, memorable stay, whether you're there for PIR, the holidays, or a family vacation. Book your reservation today and create enduring memories

Naval Base 10 Min - Cozy Home
Newly Remodeled & Spacious Home Near Top Attractions! Welcome to your home away from home! This beautifully remodeled house offers plenty of space and comfort for your stay. With 4 bedrooms, 5 beds, and 1.5 baths, it comfortably accommodates up to 8 guests. Conveniently located just: ✅ 10 minutes from Great Lakes Naval Base ✅ 10 minutes from American Place Casino ✅ 15 minutes from Six Flags Great America & Gurnee Mills Perfect for anyone looking to enjoy everything the area has to offer!

The Indigo Cottage
This is a newly remodeled single-family home! It is small but has everything you need to enjoy time with family and friends during your stay in the Chicagoland area! There are two bedrooms each with a queen bed, an updated bathroom, a dining room with seating for 6, a cozy living room with a Crate & Barrel pull-out queen sofa bed, and a nice, updated kitchen! There's a brand-new washing machine and dryer in the basement. There's a nice patio table outside too in the private yard. Welcome!

J’s Farmhouse Cottage. 2 bedroom duplex.
Formerly known as Magnolia Farmhouse inspired. 2 bedroom duplex. Experience the best of the midwest! Enjoy a newly remodeled, "Magnolia Farm" inspired 2-bedroom duplex, all to yourself near everything you need. 50 miles from Milwaukee, 45 miles from Chicago, and 2 miles from having your toes in the sand at Lake Michigan! We are minutes away from the Great Lakes Naval Station (9 mi) and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge.

Cozy mother inlaw suite. Private. Next to beach.
25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard.

Round Lake Getaway Retreat
Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Spacious 2-br, 1 bath home w/AC near Naval Base
Welcome to our cozy and comfortable Airbnb, perfectly located near Naval Station Great Lakes (approximately 5-7 min., 2 miles), Six Flags Great America, and just an hour from downtown Chicago! Whether you're visiting for Navy graduation, family time, business, or a weekend getaway, our home offers the perfect balance of convenience and relaxation. We take pride in providing excellent hospitality and a smooth, stress-free experience from check in to check out.

Luxury 4BR near Six Flags & Naval Base
Escape to a stunningly designed 4 bedroom modern home, where luxury meets convenience. Designed for making unforgettable memories, this spacious retreat offers the ideal blend of social spaces and private relaxation, all anchored by a chef's dream kitchen. - 4 Bedrooms - Full Kitchen - 2 Living rooms - 2 full bathrooms - In-unit Laundry room (Washer & Dryer) - Free Parking: 6 Vehicles Ideal for: - Navy Family - Tourist - Workshop - Family time

Historic Downtown Libertyville Loft
Enjoy a stylish experience at this centrally-located 1600 square foot place. Located in the heart of Downtown Libertyville, half way between Chicago and Milwaukee. Close to Six Flags, Great Lakes Navy Base, Lake Michigan beaches, forest preserves, train station and the Chain of Lakes. Downtown Libertyville is a trendy town offering several restaurants, shops and fun events. Book one of the only units truly Downtown Libertyville.

Home Sweet Home, minutes to Great Lakes Naval Base
Home Sweet Home is located 35 miles north of Chicago; 53 miles south of Milwaukee, WI; and just 4 miles east of Great Lakes Naval Base. Chicago is a 45-minute train ride away. O'Hare is a 30 to 40-minute commute. Great America amusement park and shopping venues, including Gurnee and Kenosha outlet malls, are all within 20 to 30 minutes away. Location makes this home an ideal respite for Midwest sightseeing.

Modern Comfort 2King Beds, 2Full Bath by Navy Base
This fully updated 2-bedroom, 2-bath apartment combines modern comfort with tall ceilings and a bright, open feel. Both spacious bedrooms feature king-size beds, and one includes an attached full bath for added privacy. With sleek finishes throughout, this home is perfect for stylish, comfortable living. Near downtown Waukegan, 1 mile from Metra, 5 miles from Great Lakes Navy Station.
Popular amenities for North Chicago holiday rentals
Other great holiday rentals in North Chicago

Pet-friendly Property Near Asylum Skate Park!

Relaxing 4BR | 2BA Getaway - Great Lakes Navy Base

Stylish 4-Bed Home | Near Navy Base

Kalo House | Mid-Century Modern Retreat with Pool

Fenced Yard w/ Deck in DT Libertyville near Base!

Spacious 4BR Brick Retreat | Minutes to Everything

The Cozy Retreat 1.7 miles from the Naval Base

Lake Retreat – 8 mins from Great Lakes Naval base
When is the best time to visit North Chicago?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $217 SGD | $208 SGD | $203 SGD | $219 SGD | $192 SGD | $194 SGD | $219 SGD | $226 SGD | $236 SGD | $229 SGD | $229 SGD | $231 SGD |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in North Chicago?
North Chicago has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in North Chicago?
Experience the best of North Chicago with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in North Chicago?
Four-legged friends are welcome in North Chicago. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in North Chicago?
Yes! Work meets play with ease at over 50 vacation rentals in North Chicago featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in North Chicago have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in North Chicago. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in North Chicago have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in North Chicago. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in North Chicago have wifi?
Absolutely! We offer over 20 house rentals with wifi in North Chicago. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in North Chicago have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in North Chicago. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in North Chicago

Total holiday rentals
Explore 70 holiday rentals in North Chicago

Nightly prices starting at
North Chicago holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 1,880 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
60 of North Chicago holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across North Chicago rentals
Destinations to explore
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Alpine Valley Resort
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Oak Street Beach
- Illinois Beach State Park
- Willis Tower





